For Sale
Price CutPrice Drop: $25K (10/28)
Single family home for sale at 2345 Brookshire Ave, Winter Park, FL 32792 | MLS# O6439369 | Listing updated on 2026-10-28
Photo 1 of Single family home for sale at 2345 Brookshire Ave, Winter Park, FL 32792 | MLS# O6439369 | Listing updated on 2026-10-28
Photo 2 of Single family home for sale at 2345 Brookshire Ave, Winter Park, FL 32792 | MLS# O6439369 | Listing updated on 2026-10-28
Photo 3 of Single family home for sale at 2345 Brookshire Ave, Winter Park, FL 32792 | MLS# O6439369 | Listing updated on 2026-10-28
Photo 4 of Single family home for sale at 2345 Brookshire Ave, Winter Park, FL 32792 | MLS# O6439369 | Listing updated on 2026-10-28
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$825,000

Monthly Est:$4,106

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,488sqft

2345 Brookshire Ave, Winter Park, FL 32792

$4,106/moEst:

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  • Single Family Residence

  • Built in 1958

  • $-- HOA

  • 9,252 sqft lot

  • $332/sq.ft

Description

Welcome to this beautiful Winter Park home where a flagstone, ivy-lined entry sets the tone for the inviting spaces found within. Tucked away on a private .21-acre lot, this 3-bedroom, 3-bathroom home offers 2,488 square feet of thoughtfully designed living space with vaulted ceilings, multiple living areas, and an effortless flow that makes everyday living and entertaining feel natural. From the moment you arrive, the lush new landscaping and charming entry create a warm first impression, while the spacious interior offers plenty of room for family and friends to gather, relax, and enjoy time together. Inside, the home's multiple living areas provide exceptional flexibility, creating inviting spaces for entertaining, casual gatherings, or simply relaxing with family. The kitchen serves as a natural gathering point, featuring white shaker cabinetry, granite countertops, brand-new stainless-steel appliances, a convenient coffee/wine bar, and a breakfast bar with seating for four. Whether hosting friends for dinner or enjoying a quiet morning together, the layout offers space for every occasion. The primary suite, thoughtfully added in 2017, is a private retreat designed for both comfort and relaxation. A dedicated sitting room or office provides additional flexibility, while the spacious walk-in closet offers abundant storage. The expansive ensuite bathroom delivers a true spa-like experience, featuring a large tiled shower with multiple shower heads and a frameless glass enclosure, creating a luxurious place to unwind at the end of the day. A dual vanity with elegant marble countertops and a separate water closet complete this serene retreat. A secondary bedroom with its own ensuite bathroom provides additional comfort and privacy for guests or family members. All bathrooms have been updated, and the bedrooms feature brand-new carpet, while recessed lighting and ceiling fans throughout add to the home's comfort. Step outside to enjoy the privacy of the fully fenced backyard, with fencing replaced in 2025, a brand-new deck, and beautiful new landscaping. The outdoor space offers another inviting setting for relaxing, entertaining, or enjoying Florida's year-round lifestyle. Beyond the home, the location places you just steps from Brookshire Elementary and close to the Cady Way pool, playground, beach volleyball, tennis and pickleball courts, Cady Way Trail, and Winter Park Pines Golf Course. You'll also enjoy convenient access to UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center, with Orlando International Airport approximately 25 minutes away. With its welcoming entry, versatile living spaces, spa-inspired primary retreat, private setting, and exceptional Winter Park location, this home offers an ideal backdrop for gathering, relaxing, and making memories with family and friends. ROOF(S) - Main - 2022, Family Room - 2019, Primary Suite - 2017 HVAC - 2021 MINI-SPLIT - 2026

  • Houzeo last checked: 4 hours ago
  • Listing updated: October 28, 2026 at 1:51 pm
  • Listing Provided by: Amy Turner (407) 803-3885 | KELLER WILLIAMS WINTER PARK (407) 545-6430
  • Source: Stellar MLS-FL | MLS#: O6439369 Stellar MLS-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Winter Park

  • Neighborhood

    --

  • Year Built

    1958

  • HOA Fees

    -

  • Finished Area

    2,488 sqft

  • Lot Size

    9,252 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    O6439369

  • MLS Status

    Active

  • Days on Market

    54

  • Cumulative Days on Market

    32

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

Interior

  • Cooling

    Central Air, Mini Split Unit(s)

  • Sewer

    Public Sewer

  • Exterior Features

    Playground, Sidewalk

  • Appliances

    Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer

  • Flooring

    Carpet, Ceramic Tile, Terrazzo

  • Interior Features

    Ceiling Fans(s), Eat In Kitchen, High Ceilings, Living Room/dining Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk In Closet(s)

  • Heating

    Electric

Construction

  • Year Built

    Year Built: 1958

  • Home type

    Single Family Residence

  • Architectural Style

    Ranch

  • Construction Materials

    Block, Concrete

  • Roof

    Shingle

  • Foundation Details

    Slab

Utilities & Energy

  • Water Source

    Public, Well

  • Utilities

    Bb/hs Internet Available, Electricity Connected, Sewer Connected, Water Connected

  • Association Amenities

    Park, Pickleball Court(s), Playground, Pool, Tennis Court(s), Trail(s)

  • Parking Features

    Driveway, Garage Door Opener

  • Laundry Features

    In Garage

Other Features

  • Vegetation

    Trees/landscaped

  • Community Features

    Park, Playground, Pool, Sidewalks, Tennis Court(s)

  • Lot Features

    City Limits, Landscaped, Level, Near Golf Course, Sidewalk, Paved

  • Patio And Porch Features

    Deck, Front Porch, Rear Porch

  • Subdivision Name

    Brookshire Heights

Price History

DateEventPrice

10/28/2026

Source: mls_logoStellar MLS-FL #MFRO6439369

Listed for Sale

$825,000

$332/sqft

10/08/2026

Source: mls_logoStellar MLS-FL #MFRO6439369

Contingent (Active Under Contract)

$825,000

$332/sqft

10/08/2026

Source: mls_logoStellar MLS-FL #MFRO6439369

Listing Removed

$825,000 -2.94%

$332/sqft

09/17/2026

Source: mls_logoStellar MLS-FL #MFRO6439369

Listed for Sale

$850,000 +120.78%

$342/sqft

06/07/2016

Source: mls_logoStellar MLS-FL #MFRO5436199

Price Increased

$385,000 +3.91%

$155/sqft

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Nearby Homes

Based on information from Stellar MLS® through Oct 29, 2026, 06:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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